Holiday rentals near Grand Cypress Golf Club
We found 34,803 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Grand Cypress Golf Club, take a look at private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and garden. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Grand Cypress Golf Club
Showing deals for:18 Jul - 25 Jul
Image gallery for Super Fun House with Amazing Views

1010 out of 10 rating
Exceptional
(36 reviews)
Super Fun House with Amazing Views
Kissimmee, FL
8% off
Price is NZ$31,953
NZ$31,953
NZ$4,565 per night
includes taxes & fees
Image gallery for SUMMER SALE! Hogwarts Haven - Universal Epic! Windsor Hills 3BR, near Disney!

1010 out of 10 rating
Exceptional
(42 reviews)
SUMMER SALE! Hogwarts Haven - Universal Epic! Windsor Hills 3BR, near Disney!
Kissimmee, FL
7% off
Price is NZ$2,924
NZ$2,924
NZ$418 per night
includes taxes & fees
Image gallery for Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat

1010 out of 10 rating
Exceptional
(100 reviews)
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
Kissimmee, FL
8% off
Price is NZ$3,485
NZ$3,485
NZ$498 per night
includes taxes & fees
Image gallery for Regal Palms Resort Dream Vacation-8 miles to Disney

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Regal Palms Resort Dream Vacation-8 miles to Disney
Davenport, FL
6% off
Price is NZ$2,453
NZ$2,453
NZ$350 per night
includes taxes & fees
Image gallery for Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5

1010 out of 10 rating
Exceptional
(61 reviews)
Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5
Kissimmee, FL
8% off
Price is NZ$5,479
NZ$5,479
NZ$783 per night
includes taxes & fees
Image gallery for Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!

1010 out of 10 rating
Exceptional
(37 reviews)
Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!
Kissimmee, FL
8% off
Price is NZ$6,013
NZ$6,013
NZ$859 per night
includes taxes & fees
Image gallery for Resort Style Living 2 miles from Disney World

9.29.2 out of 10 rating
Wonderful
(91 reviews)
Resort Style Living 2 miles from Disney World
Kissimmee, FL
8% off
Price is NZ$1,898
NZ$1,898
NZ$271 per night
includes taxes & fees
Image gallery for 3 br Disney area condo with a view & FREE resort!

1010 out of 10 rating
Exceptional
(6 reviews)
3 br Disney area condo with a view & FREE resort!
Kissimmee, FL
7% off
Price is NZ$2,526
NZ$2,526
NZ$361 per night
includes taxes & fees
Image gallery for Relaxing Lake Front House near the Mouse

9.69.6 out of 10 rating
Exceptional
(103 reviews)
Relaxing Lake Front House near the Mouse
Kissimmee, FL
6% off
Price is NZ$2,691
NZ$2,691
NZ$384 per night
includes taxes & fees
Image gallery for 😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞

9.89.8 out of 10 rating
Exceptional
(62 reviews)
😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
Kissimmee, FL
8% off
Price is NZ$4,014
NZ$4,014
NZ$573 per night
includes taxes & fees
Image gallery for Spacious condo close to Disney with heated pools, hot tubs, lots of amenities!

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Spacious condo close to Disney with heated pools, hot tubs, lots of amenities!
Davenport, FL
7% off
Price is NZ$1,512
NZ$1,512
NZ$216 per night
includes taxes & fees
Image gallery for Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport

1010 out of 10 rating
Exceptional
(16 reviews)
Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport
Kissimmee, FL
7% off
Price is NZ$3,196
NZ$3,196
NZ$457 per night
includes taxes & fees
Image gallery for Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney

9.89.8 out of 10 rating
Exceptional
(28 reviews)
Unforgettable Escape: Private Pool, Smart TV, Dreamy Resort, Moments from Disney
Kissimmee, FL
6% off
Price is NZ$3,761
NZ$3,761
NZ$537 per night
includes taxes & fees
Image gallery for Relaxing Villa with Private Pool

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Relaxing Villa with Private Pool
Davenport, FL
7% off
Price is NZ$2,204
NZ$2,204
NZ$315 per night
includes taxes & fees
Image gallery for Discover magic just 7 mins away! Spacious 7-bedroom Kissimmee Villa

9.89.8 out of 10 rating
Exceptional
(113 reviews)
Discover magic just 7 mins away! Spacious 7-bedroom Kissimmee Villa
Kissimmee, FL
8% off
Price is NZ$4,577
NZ$4,577
NZ$654 per night
includes taxes & fees
Image gallery for ***Big Disney Family Home!*** Sleeps 12! Private Pool, Spa and Game Room!

9.89.8 out of 10 rating
Exceptional
(50 reviews)
***Big Disney Family Home!*** Sleeps 12! Private Pool, Spa and Game Room!
Kissimmee, FL
8% off
Price is NZ$3,703
NZ$3,703
NZ$529 per night
includes taxes & fees
Image gallery for Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort

1010 out of 10 rating
Exceptional
(6 reviews)
Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort
Kissimmee, FL
7% off
Price is NZ$5,160
NZ$5,160
NZ$737 per night
includes taxes & fees
Image gallery for 3min Walk To Water Park, Game Rm, Fun For All Ages, Traveling Around the World

1010 out of 10 rating
Exceptional
(42 reviews)
3min Walk To Water Park, Game Rm, Fun For All Ages, Traveling Around the World
Kissimmee, FL
7% off
Price is NZ$8,226
NZ$8,226
NZ$1,175 per night
includes taxes & fees
Image gallery for Corner House near Disney, 5BD Paradise, Gated Resort, Perfect Orlando Getaway!

9.49.4 out of 10 rating
Exceptional
(20 reviews)
Corner House near Disney, 5BD Paradise, Gated Resort, Perfect Orlando Getaway!
Kissimmee, FL
6% off
Price is NZ$3,393
NZ$3,393
NZ$485 per night
includes taxes & fees
Image gallery for PRIVATE Pool, 3mi to Disney, Forest view with total privacy, Game room

9.69.6 out of 10 rating
Exceptional
(166 reviews)
PRIVATE Pool, 3mi to Disney, Forest view with total privacy, Game room
Kissimmee, FL
8% off
Price is NZ$4,911
NZ$4,911
NZ$702 per night
includes taxes & fees
Image gallery for Luxury Townhome - Renovated in 2024, with Private Saltwater Splash Pool

9.69.6 out of 10 rating
Exceptional
(167 reviews)
Luxury Townhome - Renovated in 2024, with Private Saltwater Splash Pool
Kissimmee, FL
7% off
Price is NZ$2,301
NZ$2,301
NZ$329 per night
includes taxes & fees
Image gallery for Lakefront Oasis: 10 Min to Disney, 5-Star Cleanliness + Resort Amenities!

1010 out of 10 rating
Exceptional
(55 reviews)
Lakefront Oasis: 10 Min to Disney, 5-Star Cleanliness + Resort Amenities!
Kissimmee, FL
6% off
Price is NZ$3,166
NZ$3,166
NZ$452 per night
includes taxes & fees
Image gallery for Luxury Frozen & Harry Potter Villa in Reunion

9.69.6 out of 10 rating
Exceptional
(86 reviews)
Luxury Frozen & Harry Potter Villa in Reunion
Kissimmee, FL
7% off
Price is NZ$17,958
NZ$17,958
NZ$2,565 per night
includes taxes & fees
Image gallery for Relaxing Home near Disney with a Pool & Spa

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Relaxing Home near Disney with a Pool & Spa
Kissimmee, FL
9% off
Price is NZ$2,778
NZ$2,778
NZ$397 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Grand Cypress Golf Club
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Find the best place to stay - Grand Cypress Golf Club
Disney World Resort & SeaWorld with Golf
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
Amazing, Modern Home w/Fun Game Room, Themed Bedrooms, and Private Pool/Spa
Sleeps 14 · 6 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
119 reviews(119 reviews)
FLASH SALE! Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
609 reviews(609 reviews)
PRIVATE Pool, 3mi to Disney, Forest view with total privacy, Game room
Sleeps 12 · 5 bedrooms · 4 bathrooms
9.69.6 out of 10
Exceptionalexceptional
166 reviews(166 reviews)
Fun-Filled Oasis near Disney Springs: Pools, Dining, Shuttle
Sleeps 4 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
36 reviews(36 reviews)
Floridays Resort Orlando
Sleeps 8 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
11,321 reviews(11,321 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value